56621-99-9

Basic information

• Product Name: N,N-dimethyl-pyrimidine-2,5-diamine
• Synonyms: 2-N,2-N-diMethylpyriMidine-2,5-diaMine;N2,N2-DiMethylpyriMidine-2,5-diaMine;N,N-dimethyl-pyrimidine-2,5-diamine;2,5-Pyrimidinediamine, N2,N2-dimethyl- (9CI);2,5-Pyrimidinediamine, N2,N2-dimethyl-
• CAS NO: 56621-99-9
• Molecular Formula: C6H10N4
• Molecular Weight: 138.1704
• Product Categories: PYRIMIDINE
• Mol File: 56621-99-9.mol

Chemical Properties

• Melting Point: 83.0-83.5 °C
• Boiling Point: 298.3±32.0 °C(Predicted)
• Appearance: /
• Density: 1.189±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 5.11±0.10(Predicted)
• CAS DataBase Reference: N,N-dimethyl-pyrimidine-2,5-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-dimethyl-pyrimidine-2,5-diamine(56621-99-9)
• EPA Substance Registry System: N,N-dimethyl-pyrimidine-2,5-diamine(56621-99-9)

Safety Data

• Hazardous Substances Data: 56621-99-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N,N-dimethyl-pyrimidine-2,5-diamine is used as a building block in organic synthesis for the development of pharmaceuticals. Its role in creating functionalized pyrimidine derivatives contributes to the discovery of new drugs with diverse biological properties, potentially leading to treatments for various diseases and conditions.
Used in Agrochemical Industry:
In the agrochemical sector, N,N-dimethyl-pyrimidine-2,5-diamine serves as a key intermediate in the synthesis of compounds with agricultural significance. Its application aids in the development of new pesticides, herbicides, and other agrochemicals that can enhance crop protection and yield.
Used in Materials Science:
N,N-dimethyl-pyrimidine-2,5-diamine is utilized in materials science for the synthesis of novel materials with specific properties. Its unique structure allows for the creation of pyrimidine-based materials that can be applied in various high-tech industries, including electronics and nanotechnology.
Used as a Corrosion Inhibitor in Metalworking Fluids:
N,N-dimethyl-pyrimidine-2,5-diamine is studied for its potential use as a corrosion inhibitor in metalworking fluids. Its application helps to protect metal surfaces from corrosion, extending the life of machinery and reducing maintenance costs in industrial settings.
Used as a Precursor in the Synthesis of Heterocyclic Compounds:
N,N-dimethyl-pyrimidine-2,5-diamine also acts as a precursor in the synthesis of heterocyclic compounds, which have significant medicinal and agricultural applications. Its role in the production of these compounds is crucial for the development of new chemical entities with potential therapeutic and pesticidal properties.

Upstream product

• 1083329-56-9 5-N-benzylamino-2-N,N-dimethylaminopyrimidine 
• 38696-21-8 5-bromo-N,N-dimethylpyrimidin-2-amine 

Relevant articles and documents

Preparation of highly reactive pyridine- and pyrimidine-containing diarylamine antioxidants

We recently reported a preliminary account of our efforts to develop novel diarylamine radical-trapping antioxidants (Hanthorn, J. J. et al. J. Am. Chem. Soc. 2012, 134, 8306-8309) wherein we demonstrated that the incorporation of ring nitrogens into diphenylamines affords compounds which display a compromise between H-atom transfer reactivity to peroxyl radicals and stability to one-electron oxidation. Herein we provide the details of the synthetic efforts associated with that report, which have been substantially expanded to produce a library of substituted heterocyclic diarylamines that we have used to provide further insight into the structure-reactivity relationships of these compounds as antioxidants (see the accompanying paper, DOI: 10.1021/jo301012x). The diarylamines were prepared in short, modular sequences from 2-aminopyridine and 2-aminopyrimidine wherein aminations of intermediate pyri(mi)dyl bromides and then Pd-catalyzed cross-coupling reactions of the amines and precursor bromides were the key steps to yield the diarylamines. The cross-coupling reactions were found to proceed best with Pd(η3-1-PhC3H 4)(η5-C5H5) as precatalyst, which gave higher yields than the conventional Pd source, Pd2(dba) 3.

A simple Cu-catalyzed coupling approach to substituted 3-pyridinol and 5-pyrimidinol antioxidants

(Chemical Equation Presented) A convenient approach to 3-pyridinols and 5-pyrimidinols via a two-step Cu-catalyzed benzyloxylation/catalytic hydrogenation sequence is presented. The corresponding 3-pyridinamines and 5-pyrimidinamines can be prepared in an analogous sequence utilizing benzylamine in lieu of benzyl alcohol. The radical-scavenging ability of these derivatives are preliminarily explored and reveal that the increased acidities of the pyridinols and pyrimidinols render them susceptible to more significant kinetic solvent effects when compared to phenols.